A mild and efficient three-component synthesis of secondary and tertiary homoallylic hydrazides

Bum Seok Lee, Doo Ok Jang

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A three-component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO4)2·6H2O was developed for the syntheses of secondary and tertiary homoallylic hydrazides. Excellent chemoselectivities and diastereoselectivies were observed. Aldehydes as well as acyclic and cyclic ketones were well-suited to the reaction conditions and provided secondary and tertiary homoallylic hydrazides in excellent yields. A three-component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO 4)2·6H2O provided secondary and tertiary homoallylic hydrazides in high yields with excellent chemoselectivities and diastereoselectivies.

Original languageEnglish
Pages (from-to)3123-3130
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number15
DOIs
Publication statusPublished - 2013 May 1

Fingerprint

hydrazides
Carbonyl compounds
Indium
carbonyl compounds
indium
bromides
synthesis
Ketones
Aldehydes
aldehydes
ketones
benzoylhydrazine
allyl bromide
perchlorate

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "A three-component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO4)2·6H2O was developed for the syntheses of secondary and tertiary homoallylic hydrazides. Excellent chemoselectivities and diastereoselectivies were observed. Aldehydes as well as acyclic and cyclic ketones were well-suited to the reaction conditions and provided secondary and tertiary homoallylic hydrazides in excellent yields. A three-component reaction that involved a carbonyl compound, benzoylhydrazine, allyl bromide, and indium in the presence of readily available Zn(ClO 4)2·6H2O provided secondary and tertiary homoallylic hydrazides in high yields with excellent chemoselectivities and diastereoselectivies.",
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A mild and efficient three-component synthesis of secondary and tertiary homoallylic hydrazides. / Lee, Bum Seok; Jang, Doo Ok.

In: European Journal of Organic Chemistry, No. 15, 01.05.2013, p. 3123-3130.

Research output: Contribution to journalArticle

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